Synthesis of butyric anhydride

Preparation of butyric anhydride

Butyric anhydride is prepared similarly to acetic anhydride and propionic anhydride

Preparation of butyric anhydride

Preparation of butyric anhydride

The reagents used in this experiment must be dry. To the round bottom flask with 20 g of the butyric acid 23 g of oxalyl chloride are added. On refluxing the liquid turned dark and a considerable amount of tar formed. The odor of butyric acid disappeared, and was supplanted by the ester-like odor of butyric anhydride. 10 g of the anhydride was obtained with boiling point 191-194° C. According to literature the boiling point is 191°-193° . The yield of anhydride is 38%.

Oxalyl chloride and oxalyl bromide as reagents in organic chemistry, L.H. Ulich, 24, 1918,

IUPAC Name

butanoyl butanoate

InChI

InChI=1S/C8H14O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H2,1-2H3

InChI Key

YHASWHZGWUONAO-UHFFFAOYSA-N

Canonical SMILES

CCCC(=O)OC(=O)CCC

Depositor-Supplied Synonyms

BUTYRIC ANHYDRIDE, Butanoic anhydride, Butanoic acid, anhydride, n-Butyric anhydride, butanoyl butanoate, 106-31-0, Butyric acid anhydride, Butyryl oxide, Butanoic acid anhydride, Butyranhydrid, n-Butyric acid anhydride, Butyric anhydride N, n-Butanoic anhydride, Butanoic acid, 1,1′-anhydride, Butyranhydrid [Czech], Caswell No. 132A, Anhydrid kyseliny maselne, UNII-A88LE742VX, HSDB 5369, Anhydrid kyseliny maselne [Czech], YHASWHZGWUONAO-UHFFFAOYSA-N, EINECS 203-383-4, SBB040852, UN2739, EPA Pesticide Chemical Code 077705, BRN 1099474, Ethyl butyryl acetate, AC1L1PKO, AC1Q5XEE, DSSTox_CID_6729, SCHEMBL8158, DSSTox_RID_78204, DSSTox_GSID_26729, ETHYL BUTYROYL ACETATE, KSC490Q0D, B103551_ALDRICH, W527211_ALDRICH, ACMC-2098j8, butanoic acid 1-oxobutyl ester, A88LE742VX, CHEMBL1566369, 19270_FLUKA, CTK3J0801, MolPort-000-872-011, Tox21_201086, ANW-15330, AR-1I1099, AKOS000269029, MCULE-7605031104, RP22182, RTR-001245, UN 2739, NCGC00091001-01, NCGC00091001-02, NCGC00091001-03, NCGC00258638-01, AN-22424, Butyric anhydride [UN2739] [Corrosive], CAS-106-31-0, LS-48209, Butyric anhydride [UN2739] [Corrosive], TR-001245, B0766, FT-0623348, 71078-EP2277880A1, 71078-EP2292610A1, 71078-EP2305666A1, 71078-EP2308833A2, 4-02-00-00802 (Beilstein Handbook Reference), A801416, 3B4-1109, I14-7681, I14-7688, InChI=1/C8H14O3/c1-3-5-7(9)11-8(10)6-4-2/h3-6H2,1-2H

Removed Synonyms

2,5-Furandione, CID7798, 86977-44-8, 932-31-0

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